Book Holiday Homes in Cutler

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Featured Holiday Homes in Cutler

Oceanfront Home; A Coastal Maine Woodland Retreat

Oceanfront Home; A Coastal Maine Woodland Retreat

Cutler
When you stay at this vacation home in Cutler, you'll be on the waterfront and 11 minutes by car from The Bold Coast.
Oceanfront Home; A Coastal Maine Woodland Retreat
Walk to restaurants/ Weekly discount/No pet fee/ Water views / Fire pit 🔥

Walk to restaurants/ Weekly discount/No pet fee/ Water views / Fire pit 🔥

Lubec
A stay at this vacation home places you in the heart of Lubec, steps from Northern Tides Gallery and Seaside Chocolate.
Walk to restaurants/ Weekly discount/No pet fee/ Water views / Fire pit 🔥
Quintessential waterfront home with over 400 feet of private sandy beach.

Quintessential waterfront home with over 400 feet of private sandy beach.

Jonesport
With a stay at this vacation home in Jonesport, you'll be on the waterfront, and 19.3 mi (31.1 km) from Roque Bluffs State Park and 20 mi (32.2 km) from Bad ...
Quintessential waterfront home with over 400 feet of private sandy beach.
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Beautiful Lake Front home w/Pool table and Bar.

Beautiful Lake Front home w/Pool table and Bar.

Northfield
With a stay at this vacation home in Machias, you'll be on the waterfront, and 11.7 mi (18.8 km) from Bad Little Falls Park and 18.7 mi (30.1 km) from Roque ...
Beautiful Lake Front home w/Pool table and Bar.
WOW! Amazing property with an amazing view.  You will never want to leave!

WOW! Amazing property with an amazing view. You will never want to leave!

Jonesport
With a stay at this vacation home in Jonesport, you'll be by the ocean, and 19.5 mi (31.3 km) from Roque Bluffs State Park and 20.2 mi (32.4 km) from Bad Little ...
WOW! Amazing property with an amazing view. You will never want to leave!
Oceanfront -10 rm-6 BR-2BA - Sleeps 15 lg deck -- outdoor shower- Beach

Oceanfront -10 rm-6 BR-2BA - Sleeps 15 lg deck -- outdoor shower- Beach

Starboard
When you stay at this vacation home in Machiasport, you'll be by the ocean and within a 5-minute drive of Jasper Beach.
Oceanfront -10 rm-6 BR-2BA - Sleeps 15 lg deck -- outdoor shower- Beach
Weekly private house rental with access to ATV trail

Weekly private house rental with access to ATV trail

Jonesboro
When you stay at this vacation home in Jonesboro, you'll be by the sea and 9 minutes by car from Bad Little Falls Park.
Weekly private house rental with access to ATV trail
Cottage on Sawyer’s Cove

Cottage on Sawyer’s Cove

Jonesport
With a stay at this vacation home in Jonesport, you'll be on the waterfront, and 19.2 mi (31 km) from Roque Bluffs State Park and 19.9 mi (32.1 km) from Bad ...
Cottage on Sawyer’s Cove
Oceanfront and Spectacular Views!

Oceanfront and Spectacular Views!

Machiasport
When you stay at this vacation home in Machiasport, you'll be within a 5-minute drive of Jasper Beach.
Oceanfront and Spectacular Views!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cutler Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Cutler vacation homes are the perfect way for you to wing it.

Holiday houses in Cutler let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Cutler in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Cutler adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cutler with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Cutler vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Cutler Holiday Homes essential information

Accommodation
71 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Oceanfront Home; A Coastal Maine Woodland Retreat, Walk to restaurants/ Weekly discount/No pet fee/ Water views / Fire pit 🔥, Quintessential waterfront home with over 400 feet of private sandy beach., Beautiful Lake Front home w/Pool table and Bar., WOW! Amazing property with an amazing view. You will never want to leave! , Oceanfront -10 rm-6 BR-2BA - Sleeps 15 lg deck -- outdoor shower- Beach, Weekly private house rental with access to ATV trail, Cottage on Sawyer’s Cove, Oceanfront and Spectacular Views!

Top trending hotels in Cutler

Oceanfront Home; A Coastal Maine Woodland Retreat

Oceanfront Home; A Coastal Maine Woodland Retreat

Cutler
When you stay at this vacation home in Cutler, you'll be on the waterfront and 11 minutes by car from The Bold Coast.
Oceanfront Home; A Coastal Maine Woodland Retreat
Bear Beach Maine! Oceanfront Log Cabin, Secluded Sandy Beach, Sunsets & Sauna

Bear Beach Maine! Oceanfront Log Cabin, Secluded Sandy Beach, Sunsets & Sauna

Cutler
When you stay at this cabin in Cutler, you'll be on the beach and 14 minutes by car from The Bold Coast.
Bear Beach Maine! Oceanfront Log Cabin, Secluded Sandy Beach, Sunsets & Sauna
Harbor View Cottage Maine, 150+ years old

Harbor View Cottage Maine, 150+ years old

Cutler
Located in Cutler, this vacation home is by the ocean, a 4-minute drive from The Bold Coast and 6 minutes from Cutler Coast Public Reserved Land.
Harbor View Cottage Maine, 150+ years old
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Elegant log home with unobstructed ocean views

Elegant log home with unobstructed ocean views

Cutler
When you stay at this vacation home in Cutler, you'll be on the beach and 13 minutes by car from The Bold Coast.
Elegant log home with unobstructed ocean views
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.